Oklahoma

$160+ Cheap flights from Midway (MDW) to Oklahoma

MDW — OKC
Dec 10 — Dec 171
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Oklahoma with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Midway to Oklahoma

Cheapest flights from Midway to Oklahoma

Wed 12/910:40 am -
2 stops8h 53m
Tue 12/158:29 pm -
2 stops24h 33m
Deal found 11/6$296
Thu 12/38:50 pm -
Nonstop2h 15m
Thu 12/103:30 pm -
Nonstop1h 55m
Deal found 11/5$297
Sat 12/57:10 pm -
Nonstop2h 05m
Sat 12/125:55 am -
2 stops7h 00m
Deal found 11/6$312
Sat 12/199:25 pm -
Nonstop2h 05m
Wed 1/62:20 pm -
Nonstop1h 45m
Deal found 11/8$319
Sat 12/510:15 am -
Nonstop2h 00m
Sat 12/52:10 pm -
1 stop5h 40m
Deal found 11/9$329
Sat 12/510:20 am -
Nonstop2h 15m
Mon 12/75:20 am -
Nonstop2h 00m
Deal found 11/8$334
Wed 12/97:05 am -
1 stop4h 10m
Wed 12/163:05 pm -
Nonstop1h 55m
Deal found 11/10$335
Sat 12/510:15 am -
Nonstop2h 00m
Mon 12/74:30 pm -
1 stop7h 45m
Deal found 11/8$344
Tue 12/156:00 am -
1 stop6h 13m
Tue 12/225:52 am -
1 stop6h 18m
Deal found 11/7$354
Fri 12/48:45 pm -
Nonstop2h 00m
Fri 12/115:00 am -
Nonstop1h 45m
Deal found 11/6$369

Find flight deals from Midway to Oklahoma

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$296
(Mytrip)

One-way from

$160
(Southwest)

Popular in

August

Cheapest in

January

Average price

$393

Good round-trip deal

$340 or less

Good one-way deal

$237 or less
Provider with most accurate pricing for Chicago (CHI)-Oklahoma City Will Rogers World flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Oklahoma City Will Rogers World flights.
From Chicago Midway to Oklahoma
One-way flight from Chicago Midway to Oklahoma
Highest demand for flights based on searches. 14% potential increase in price ($68 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Chicago Midway to Oklahoma.
Price to beat on a one-way flight from Chicago Midway to Oklahoma.

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Chicago Midway Airport to Oklahoma that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoTulsa

MDW Chicago Midway - TUL Tulsa

MDWTUL

Chicago Midway

Wed 12/23

9:30 pm-11:35 pm

Nonstop2h 05m

Tulsa

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$160

ChicagoTulsa

MDW Chicago Midway - TUL Tulsa

MDWTUL

Chicago Midway

Mon 12/7

8:45 pm-10:45 pm

Nonstop2h 00m

Tulsa

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$175

ChicagoTulsa

MDW Chicago Midway - TUL Tulsa

MDWTUL

Chicago Midway

Thu 1/21

5:20 am-12:55 pm

1 stop7h 35m

Tulsa

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$195

ChicagoOklahoma City

MDW Chicago Midway - OKC Oklahoma City Will Rogers World

MDWOKC

Chicago Midway

Fri 12/11

2:35 pm-7:30 pm

1 stop4h 55m

Oklahoma City Will Rogers World

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$210

ChicagoTulsa

MDW Chicago Midway - TUL Tulsa

MDWTUL

Chicago Midway

Tue 11/17

10:25 am-12:25 pm

Nonstop2h 00m

Tulsa

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$225

ChicagoTulsa

MDW Chicago Midway - TUL Tulsa

MDWTUL

Chicago Midway

Wed 11/18

10:25 am-12:25 pm

Nonstop2h 00m

Tulsa

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$225

ChicagoTulsa

MDW Chicago Midway - TUL Tulsa

MDWTUL

Chicago Midway

Mon 11/30

9:30 pm-11:35 pm

Nonstop2h 05m

Tulsa

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$235
Quickest round-trip

ChicagoTulsa

MDW Chicago Midway - TUL Tulsa

MDWTUL

Chicago Midway

Mon 11/23

10:05 am-12:00 pm

Nonstop1h 55m

Tulsa

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$235

ChicagoTulsa

MDW Chicago Midway - TUL Tulsa

MDWTUL

Chicago Midway

Wed 11/25

9:30 pm-11:35 pm

Nonstop2h 05m

Tulsa

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$235

ChicagoOklahoma City

MDW Chicago Midway - OKC Oklahoma City Will Rogers World

MDWOKC

Chicago Midway

Sun 12/20

6:00 am-1:05 pm

1 stop7h 05m

Oklahoma City Will Rogers World

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$247

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/7

Showing 1-10 of 31 resultsSorted by cheapest first
1
2
3
4

Best time to book a flight from Midway to Oklahoma

Have a flexible travel schedule? Discover the best time to fly to Oklahoma from Midway with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Oklahoma

What is the cheapest time of day to fly from MDW to OK?

It’s optimal to fly from Chicago Midway Airport to Oklahoma in the afternoon. By choosing this option you can save up to 13% on the cost of your flight, compared to a flight in the evening.

Reviews of airlines servicing Oklahoma

Peruse reviews from past customers who have flown with Southwest from Chicago Midway Airport to Oklahoma to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Related info for your journey

  • How long is the flight from Chicago Midway Airport to Oklahoma?

    Departing from Chicago Midway Airport to Oklahoma will take you 2h 05m. The distance between Chicago Midway Airport and Oklahoma is about 690 mi. Most flights are nonstop.

  • What are the most popular routes from Chicago Midway Airport to Oklahoma?

  • What are the cheapest flights from Chicago Midway Airport to Oklahoma?

    The cheapest flight price from Chicago Midway Airport to Oklahoma is $158. On average you can expect to pay $336. The most popular route, (Chicago Midway - Dallas/Fort Worth), can usually be booked for $98.

  • Can I find deals for flights from Midway to Oklahoma that include hotel bookings?

    Yes. In addition to deals on Midway to Oklahoma flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Oklahoma?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Oklahoma.

  • Can I find deals for business class flights from Midway to Oklahoma?

    Yes. Cheapflights offers flight deals from Midway to Oklahoma by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Midway to Oklahoma

Top airline flying from Midway to Oklahoma

AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$247Average$390FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.